Hydrogen-Bond Control in Axially Chiral Styrenes: Selective Synthesis of Enantiomerically Pure C2-Symmetric Paracyclophanes

被引：64

作者：

Mori, Keiji ^{[1
]}

Ohmori, Ken ^{[1
]}

Suzuki, Keisuke ^{[1
]}

机构：

[1] SORST JST Agcy, Tokyo Inst Technol, Dept Chem, Megro Ku, Tokyo 1528551, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 31期

关键词：

C-2; symmetry; cyclophanes; hydrogen bonds; metathesis; planar chirality; RING-CLOSING METATHESIS; RESOLUTION; CATALYSTS;

D O I：

10.1002/anie.200901974

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The ansa to a synthetic problem: A hydrogen bond between a phenol and a sulfinyl oxygen atom can lend axial chirality to styrene derivatives. A C 2-symmetric precursor containing two such sulfinyl styrene motifs with a shared diphenol ring enables the stereoselective formation of an ansa chain (see scheme). This approach provides access to various enantiomerically pure [10]- and [12] paracyclophanes with a benzene or naphthalene platform. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：5638 / 5641

页数：4

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